Synthesis of functionalized diarylbenzofurans via Ru-catalyzed C–H activation and cyclization under air: rapid access to the polycyclic scaffold of diptoindonesin G
Literature Information
Publication Date
2021-11-04
DOI
10.1039/D1QO01242H
Impact Factor
5.281
Authors
Lufeng Ouyang, Zhigeng Lin, Shiqi Li, Baoyin Chen, Jidan Liu, Wen-Jing Shi, Liyao Zheng
View Original
Abstract
An efficient method was developed for synthesis of 2,3-diarylbenzofuran-4-carboxylic acids from m-hydroxybenzoic acids and alkynes via Ru-catalyzed C–H alkenylation and aerobic annulation, in which air was employed as a mild oxidant. This method is compatible for various substrates with high regioselectivity for the C–H bonds. The obtained products can be transformed to polycyclic compounds via intramolecular Friedel–Crafts acylation. This protocol was successfully applied for total synthesis of diptoindonesin G, a natural product with a benzofuran-containing tetracyclic scaffold and potent biological activities.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
5,7,8'-Trihydroxy-2',2'-dimethyl-2'H,4H-3,6'-bichromen-4-one
CAS Number:
129280-33-7
Molecular Formula:
C20H16O6
![N-[(5,6-Dichloro-1H-benzimidazol-2-yl)methyl]-9-(1-methyl-1H-pyrazol-4-yl)-2-(4-morpholinyl)-9H-purin-6-amine structure](https://static.chemtradehub.com/structs/238/2387704-62-1-25f4.webp "N-[(5,6-Dichloro-1H-benzimidazol-2-yl)methyl]-9-(1-methyl-1H-pyrazol-4-yl)-2-(4-morpholinyl)-9H-purin-6-amine structure")
N-[(5,6-Dichloro-1H-benzimidazol-2-yl)methyl]-9-(1-methyl-1H-pyrazol-4-yl)-2-(4-morpholinyl)-9H-purin-6-amine
CAS Number:
2387704-62-1
Molecular Formula:
C21H20Cl2N10O
![Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate structure](https://static.chemtradehub.com/structs/137/1373423-53-0-496a.webp "Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate structure")
Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate
CAS Number:
1373423-53-0
Molecular Formula:
C24H27N5O2
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